Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Compound, display panel and display device

A compound and connection position technology, applied in the field of organic electroluminescent materials, can solve the problems of decreased luminous efficiency, decreased glass transition temperature, broken, etc., to achieve the effects of weakening charge transfer, improving device efficiency, and shortening conjugation length.

Active Publication Date: 2019-08-02
WUHAN TIANMA MICRO ELECTRONICS CO LTD
View PDF6 Cites 9 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] (1) The emission of blue light requires a bandwidth of 3.0eV, which limits the conjugation length of aromatic compounds, so that the molecules cannot have a large conjugated structure, resulting in the molecular size of the luminescent material not being too large, but the small molecular structure will lead to luminescence The thermal stability of the material is not high;
[0011] (2) A large molecular rigid structure is a necessary condition for obtaining high-efficiency blue light, but too much rigid molecular structure will make it difficult to obtain phase-stable thin film materials;
[0012] (3) The wide energy band makes the simultaneous injection of electrons and holes extremely difficult, breaking the balance of electrons and holes, resulting in a decrease in luminous efficiency
[0014] Although the compound of the propeller structure of the following formula (1) can well avoid the quantum quenching caused by agglomeration, because it has a large free volume, this will cause its glass transition temperature to drop, and then lead to Thermal stability does not meet the requirements

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Compound, display panel and display device
  • Compound, display panel and display device
  • Compound, display panel and display device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0096] Synthesis of compound M1

[0097] The synthetic route of compound M1 is as follows.

[0098]

[0099] The specific synthesis steps of compound M1 are as follows.

[0100]

[0101]Dissolve 24.5g (0.1mol) of aminobenzophenanthroline in 100ml of dichloromethane, and slowly add 100ml of dichloromethane solution with 18.7g (0.1mol) of NBS dropwise under nitrogen atmosphere, and stir at room temperature 4h. After stopping the reaction, quench the unreacted NBS with 5ml of water in the reaction solution, and use (50ml*3) dichloromethane to quench the organic phase. After the organic phase is rotary evaporated to dryness, use 100ml of n-hexane to reflux for beating overnight, and cool to After suction filtration at room temperature, 30.7 g of B (99.5%, 95 mmol, yield 95%) was obtained.

[0102] 1 H NMR (500 MHz, chloroform) δ 8.80 (s, 2H), 8.14 (s, 2H), 7.46 (s, 1H), 7.58–7.19 (m, 3H), 4.48 (s, 2H).

[0103] 13 C NMR (125MHz, common NMR solvent) δ150.32(s), 148.79(s...

Embodiment 2

[0121] Synthesis of compound M2

[0122]

[0123] Compound F2 (9.24g, 28.7mmol), Compound E (13.2g, 37.74mmol), Pd(PPh3)4 (1g, 0.87mmol), K 2 CO 3 (12.05g, 86.86mmol), distilled water (23ml), toluene (113.64ml), ethanol (23ml) were mixed and stirred under reflux for 8h, the mixture was cooled to room temperature, distilled water was added, extracted with EA and dried with magnesium sulfate, concentrated silica gel Column separation gave compound M2 (10.5 g, 18.8 mmol, yield 56%).

[0124] 1H NMR (500MHz, chloroform) δ8.80 (dd, J = 7.5, 1.4Hz, 2H), 8.14 (dd, J = 7.5, 1.4Hz, 2H), 8.09 (d, J = 7.5Hz, 1H), 7.95 (d,J=1.6Hz,1H),7.93(d,J=1.4Hz,1H),7.92–7.87(m,3H),7.83(s,1H),7.81(s,1H),7.80(d, J=1.6Hz,1H),7.79–7.76(m,3H),7.75–7.71(m,3H),7.62(td,J=7.5,1.4Hz,1H),7.53–7.46(m,3H),7.44 –7.35(m,4H),7.27–7.20(m,4H).

[0125] 13 C NMR (125MHz, common NMR solvent) δ150.32(s), 149.81(s), 147.58(s), 147.28(s), 146.01(s), 145.52(s), 144.83(s), 143.14(s ), 141.93(s), 139.30(s), 138.82(s...

Embodiment 3

[0127] Synthesis of Compound M3

[0128]

[0129] Compound F3 (9.7g, 28.7mmol), compound E (13.2g, 37.74mmol), Pd (PPh3) 4 (1g, 0.87mmol), K2CO3 (12.05g, 86.86mmol), distilled water (23ml), toluene (113.64 ml), ethanol (23ml) were mixed and stirred under reflux for 8h, the mixture was cooled to room temperature, added distilled water, extracted with EA and dried with magnesium sulfate, concentrated and separated on a silica gel column to obtain compound M3 (10.78g, 18.8mmol, yield 56 %).

[0130] 1 H NMR (500MHz, chloroform) δ8.80 (dd, J = 7.5, 1.4Hz, 2H), 8.14 (dd, J = 7.5, 1.4Hz, 2H), 8.09 (d, J = 7.5Hz, 1H), 7.95 (d,J=1.6Hz,1H),7.93(d,J=1.4Hz,1H),7.92–7.87(m,3H),7.83(s,1H),7.81(s,1H),7.80(d, J=1.6Hz,1H),7.79–7.76(m,3H),7.75–7.71(m,3H),7.62(td,J=7.5,1.4Hz,1H),7.53–7.46(m,3H),7.44 –7.35(m,4H),7.27–7.20(m,4H).

[0131] 13 C NMR (125MHz, common NMR solvent) δ150.32(s), 149.81(s), 147.58(s), 147.28(s), 146.01(s), 145.52(s), 144.83(s), 143.14(s ), 141.93(s), 139.30(s), ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a compound, a display panel and a display device. The compound has the structure shown in formula (I), L represents substituted or unsubstituted phenyl, naphthyl, pyridyl, pyrimidinyl and pyrazinyl; D is an electron-donating group and independently selected from any one of substituted or unsubstituted phenyl, biphenyl, naphthyl, anthryl, phenanthryl, acenaphthylene, pyrenyl,peryl, flurenyl, spiro bifluorenyl, benzophenanthryl, benzanthracene, fluoranthryl, picene, furyl, benzofuryl, dibenzofuryl, thienyl, benzothienyl, dibenzothienyl, phenoxazine, thianthryl, carbazolyl, acridinyl and diarylamino. The designed compound has a TADF characteristic and can emit light by triplet exciton of traditional fluorescence molecular transition inhibition so as to improve the device efficiency.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent materials, in particular to a compound, a display panel and a display device including the compound. Background technique [0002] Organic electroluminescent devices (OLEDs) can be divided into fluorescent devices and phosphorescent devices according to the type of light-emitting excitons. [0003] Compared with traditional fluorescent devices that can only emit light using singlet exciton energy (25%), phosphorescent devices have a broader application prospect because they can theoretically achieve 100% internal quantum efficiency. However, phosphorescent devices are also criticized for their high cost (almost several times the cost of fluorescent materials) and poor stability (short service life) due to the heavy metals contained therein. [0004] In the past two years, a new kind of luminescent material - Thermally Activated Delayed Fluorescence (TADF) material, using the pr...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07F5/02C07F7/08C09K11/06H01L51/50H01L51/54H01L27/32
CPCC07F5/027C07F7/0816C09K11/06C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1033C09K2211/104C09K2211/1088C09K2211/1092C09K2211/1096H10K85/615H10K85/624H10K85/631H10K85/633H10K85/655H10K85/657H10K85/6572H10K85/40H10K50/12H10K85/658H10K50/11H10K2101/20C09K2211/1018H10K85/322H10K2101/30
Inventor 王坤汪奎潘龙鑫柯鑫叶添昇
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com